Confronting the CEO of the AI company that impersonated me

Confronting the CEO of the AI company that impersonated me

Today, I’m talking with Shishir Mehrotra, who is CEO of Superhuman — that’s the company formerly known as Grammarly, which is still its flagship product. Shishir also used to be the chief product officer at YouTube, and he’s on the board of directors at Spotify. He’s a fascinating guy, and we actually scheduled this interview … Read more

If Big Tech cared about fighting AI slop, it wouldn’t be drowning us in it

If Big Tech cared about fighting AI slop, it wouldn’t be drowning us in it

As 2025 drew to a close, Instagram head Adam Mosseri ended the year by doom-posting about AI. “Authenticity is becoming infinitely reproducible,” Mosseri lamented. “Everything that made creators matter — the ability to be real, to connect, to have a voice that couldn’t be faked — is now accessible to anyone with the right tools.” … Read more

Why is AI so bad at reading PDFs?

Why is AI so bad at reading PDFs?

Last November, the House Oversight Committee had just released 20,000 pages of documents from the estate of Jeffrey Epstein, and Luke Igel and some friends were clicking around, trying to follow the threads of conversation through garbled email threads and a PDF viewer that was, frankly, “gross.” In the coming months, the Department of Justice … Read more

‘Shut up and focus on the mission’: Tech workers are frustrated by their companies’ silence about ICE

‘Shut up and focus on the mission’: Tech workers are frustrated by their companies’ silence about ICE

Keep your head down. Compartmentalize. Don’t make trouble. That’s what many tech workers are taking their CEOs’ strategic silence to mean, amid an immigration crackdown across the US by the Trump administration’s Department of Homeland Security. Widespread violence by federal agents has sparked protests in Minneapolis and across the country. One month after an ICE … Read more

Shedding light on Iran’s longest internet blackout

Shedding light on Iran’s longest internet blackout

After protests broke out in early January, the Iranian regime shut down the internet, starting the longest blackout in Iranian history. Despite this attempt to stop the protests from spreading, they did not stop. Still, the internet shutdown slowed down the spread of information both inside and outside Iran. Behind the heavily policed borders and … Read more